Standard

Amidoxime platinum(II) complexes : PH-dependent highly selective generation and cytotoxic activity. / Bolotin, Dmitrii S.; Demakova, Marina Ya; Legin, Anton A.; Suslonov, Vitaliy V.; Nazarov, Alexey A.; Jakupec, Michael A.; Keppler, Bernhard K.; Kukushkin, Vadim Yu.

In: New Journal of Chemistry, Vol. 41, No. 14, 2017, p. 6840-6848.

Research output: Contribution to journal › Article › peer-review

Harvard

Bolotin, DS, Demakova, MY, Legin, AA, Suslonov, VV, Nazarov, AA, Jakupec, MA, Keppler, BK & Kukushkin, VY 2017, 'Amidoxime platinum(II) complexes: PH-dependent highly selective generation and cytotoxic activity', New Journal of Chemistry, vol. 41, no. 14, pp. 6840-6848. https://doi.org/10.1039/c7nj00982h

APA

Bolotin, D. S., Demakova, M. Y., Legin, A. A., Suslonov, V. V., Nazarov, A. A., Jakupec, M. A., Keppler, B. K., & Kukushkin, V. Y. (2017). Amidoxime platinum(II) complexes: PH-dependent highly selective generation and cytotoxic activity. New Journal of Chemistry, 41(14), 6840-6848. https://doi.org/10.1039/c7nj00982h

Vancouver

Bolotin DS, Demakova MY, Legin AA, Suslonov VV, Nazarov AA, Jakupec MA et al. Amidoxime platinum(II) complexes: PH-dependent highly selective generation and cytotoxic activity. New Journal of Chemistry. 2017;41(14):6840-6848. https://doi.org/10.1039/c7nj00982h

Author

Bolotin, Dmitrii S. ; Demakova, Marina Ya ; Legin, Anton A. ; Suslonov, Vitaliy V. ; Nazarov, Alexey A. ; Jakupec, Michael A. ; Keppler, Bernhard K. ; Kukushkin, Vadim Yu. / Amidoxime platinum(II) complexes : PH-dependent highly selective generation and cytotoxic activity. In: New Journal of Chemistry. 2017 ; Vol. 41, No. 14. pp. 6840-6848.

BibTeX

@article{cd64bc572757454692f886b047b65cdf,
title = "Amidoxime platinum(II) complexes: PH-dependent highly selective generation and cytotoxic activity",
abstract = "The reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH in neutral media in MeOH results in the formation of complexes cis-[PtCl2{RC(NH2)NOH}(Me2SO)] (5 examples; 83-98% isolated yields). In the presence of 2 equiv. of NaOH in MeOH solution, the reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH leads to [Pt{RC(NH)NO}(Me2SO)2] (7 examples; 74-95% isolated yields). All new complexes were characterized by C, H, and N elemental analyses, HRESI+-MS, IR, 1H, 13C{1H}, and CP-MAS TOSS 13C{1H} NMR spectroscopies, and additionally by single-crystal XRD (for seven species). The cytotoxic potency of six compounds was determined in the human cancer cell lines CH1/PA-1, A549, SK-BR-3, and SW480. Generally, the second class of complexes containing chelating amidoximato ligands shows much higher cytotoxicity than the non-chelate amidoxime analogs, despite the lack of easily exchangeable chlorido ligands. Especially, the complex [Pt(p-CF3C6H4C(NH)NO)(Me2SO)2] displays a remarkable activity in the inherently cisplatin resistant SW480 cell line (0.51 μM vs. 3.3 μM).",
author = "Bolotin, {Dmitrii S.} and Demakova, {Marina Ya} and Legin, {Anton A.} and Suslonov, {Vitaliy V.} and Nazarov, {Alexey A.} and Jakupec, {Michael A.} and Keppler, {Bernhard K.} and Kukushkin, {Vadim Yu}",
year = "2017",
doi = "10.1039/c7nj00982h",
language = "English",
volume = "41",
pages = "6840--6848",
journal = "New Journal of Chemistry",
issn = "1144-0546",
publisher = "Royal Society of Chemistry",
number = "14",

}

RIS

TY - JOUR

T1 - Amidoxime platinum(II) complexes

T2 - PH-dependent highly selective generation and cytotoxic activity

AU - Bolotin, Dmitrii S.

AU - Demakova, Marina Ya

AU - Legin, Anton A.

AU - Suslonov, Vitaliy V.

AU - Nazarov, Alexey A.

AU - Jakupec, Michael A.

AU - Keppler, Bernhard K.

AU - Kukushkin, Vadim Yu

PY - 2017

Y1 - 2017

N2 - The reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH in neutral media in MeOH results in the formation of complexes cis-[PtCl2{RC(NH2)NOH}(Me2SO)] (5 examples; 83-98% isolated yields). In the presence of 2 equiv. of NaOH in MeOH solution, the reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH leads to [Pt{RC(NH)NO}(Me2SO)2] (7 examples; 74-95% isolated yields). All new complexes were characterized by C, H, and N elemental analyses, HRESI+-MS, IR, 1H, 13C{1H}, and CP-MAS TOSS 13C{1H} NMR spectroscopies, and additionally by single-crystal XRD (for seven species). The cytotoxic potency of six compounds was determined in the human cancer cell lines CH1/PA-1, A549, SK-BR-3, and SW480. Generally, the second class of complexes containing chelating amidoximato ligands shows much higher cytotoxicity than the non-chelate amidoxime analogs, despite the lack of easily exchangeable chlorido ligands. Especially, the complex [Pt(p-CF3C6H4C(NH)NO)(Me2SO)2] displays a remarkable activity in the inherently cisplatin resistant SW480 cell line (0.51 μM vs. 3.3 μM).

AB - The reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH in neutral media in MeOH results in the formation of complexes cis-[PtCl2{RC(NH2)NOH}(Me2SO)] (5 examples; 83-98% isolated yields). In the presence of 2 equiv. of NaOH in MeOH solution, the reaction of cis-[PtCl2(Me2SO)2] with 1 equiv. of each of the amidoximes RC(NH2)NOH leads to [Pt{RC(NH)NO}(Me2SO)2] (7 examples; 74-95% isolated yields). All new complexes were characterized by C, H, and N elemental analyses, HRESI+-MS, IR, 1H, 13C{1H}, and CP-MAS TOSS 13C{1H} NMR spectroscopies, and additionally by single-crystal XRD (for seven species). The cytotoxic potency of six compounds was determined in the human cancer cell lines CH1/PA-1, A549, SK-BR-3, and SW480. Generally, the second class of complexes containing chelating amidoximato ligands shows much higher cytotoxicity than the non-chelate amidoxime analogs, despite the lack of easily exchangeable chlorido ligands. Especially, the complex [Pt(p-CF3C6H4C(NH)NO)(Me2SO)2] displays a remarkable activity in the inherently cisplatin resistant SW480 cell line (0.51 μM vs. 3.3 μM).

UR - http://www.scopus.com/inward/record.url?scp=85023202747&partnerID=8YFLogxK

U2 - 10.1039/c7nj00982h

DO - 10.1039/c7nj00982h

M3 - Article

AN - SCOPUS:85023202747

VL - 41

SP - 6840

EP - 6848

JO - New Journal of Chemistry

JF - New Journal of Chemistry

SN - 1144-0546

IS - 14

ER -

ID: 9169831